39712-14-6

Upstream product

• 540-63-6 ethane-1,2-dithiol 
• 134-81-6 benzil 
• 501-65-5 diphenyl acetylene 
• 451-40-1 phenyl benzyl ketone 

Downstream Products

• 127279-59-8 (1-Oxo-2-phenyl-1λ⁴-[1,3]dithiolan-2-yl)-phenyl-methanone 
• 136062-37-8 Phenyl-(2-phenyl-[1,3]dithiolan-2-yl)-methanol 
• 20273-71-6 5,6-diphenyl-2,3-dihydro-1,4-dithiine 
• 127279-62-3 Phenyl-[5-phenyl-3-(2,4,6-trimethyl-phenyl)-[1,4,2]oxathiazol-5-yl]-methanone 

Relevant academic research and scientific papers

STEREOCHEMISTRY OF THE HOMOLYTIC HETEROCYCLIZATION OF ALKYNES WITH 1,2-ETHANEDITHIOL INTO 1,4-DITHIANES

The homolytic heterocyclization of dialkyl-, and diaryl-acetylenes with 1,2-ethanedithiol leads stereoselectively to cis-2,3-disubstituted 1,4-dithianes.The stereochemistry of the reactions is determined by a combination of homolytic trans addition at the triple bond and intramolecular homolytic cis addition at the double bond.The main product of the heterocyclization of dimethyl acetylenedicarboxylate is dimethyl 5,6-dihydro-1,4-dithiin-2,3-dicarboxylate.

Synthesis of 2,3-dihydro-1,4-dithiins and 2-alkylidene-1,4-dithianes by 1,2-sulfur migration in 2-(1-hydroxyalkyl)-1,3-dithiolanes

2,3-Dihydro-1,4-dithiins and the isomeric 2-alkylidene-1,4-dithianes were synthesized from 1,2-diketones and alkyl pyruvates by kinetically controlled ring expansion of 2-(1-hydroxyalkyl)-1,3-dithiolanes with p-toluenesulfonyl chloride in pyridine. In addition, 2,3-dihydro-1,4-dithiins, the thermodynamic products, were formed exclusively by using p-toluenesulfonic acid in refluxing benzene. The 2-alkylidene-1,4-dithianes were readily isomerised to the corresponding 2,3-dihydro-1,4-dithiins. Similarly, 2,3-dimethyl-6,7-dihydro-5H-1,4-dithiepine and (+)-2-methylene-3-methyl-1,4-diethiepane were obtained from 2-[(S)-1-hydroxyethyl]-2-methyl-1,3-dithiane.